# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 13:23:43 2022
#   Inital geometry file: a 87 line input string
#   Ligand name: 3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc2C(=O)c3ccccc3C(=O)c2cc1[S](O)(=O)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 I8U  I8U  "3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid"  ligand  28  21  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I8U
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 I8U  C1   C  CR6    0   0.439  31.5751   9.1400  2.9018
 I8U  C2   C  CR16   0  -0.425  31.6632  10.3670  2.2495
 I8U  C3   C  CR16   0  -0.275  29.9241  10.0689  4.3791
 I8U  C4   C  CR66   0  -0.028  30.0088  11.3005  3.7327
 I8U  C7   C  CR66   0  -0.029  30.2099  13.8746  2.4242
 I8U  C8   C  CR16   0  -0.269  30.3326  15.1099  1.7947
 I8U  C9   C  CR16   0  -0.232  29.5788  16.1888  2.2259
 I8U  C10  C  CR16   0  -0.230  28.6943  16.0393  3.2872
 I8U  C11  C  CR16   0  -0.272  28.5674  14.8133  3.9195
 I8U  O5   O  OS     0  -0.730  29.5748   7.6737  5.9284
 I8U  O    O  OS     0  -0.738  30.1188   6.4506  3.8696
 I8U  O4   O  OS    -1  -0.738  31.9229   7.1856  5.3878
 I8U  C    C  CR6    0  -0.316  30.6918   8.9929  3.9835
 I8U  C13  C  CR6    0   0.319  29.1764  12.4238  4.1976
 I8U  O2   O  O      0  -0.375  28.4009  12.3004  5.1248
 I8U  C12  C  CR66   0  -0.026  29.3240  13.7253  3.4962
 I8U  C6   C  CR6    0   0.318  31.0227  12.7341  1.9399
 I8U  O3   O  O      0  -0.362  31.7688  12.8494  0.9909
 I8U  C5   C  CR66   0  -0.009  30.8908  11.4412  2.6596
 I8U  O1   O  OH1    0  -0.595  32.3092   8.0910  2.5344
 I8U  H1   H  HCR6   0   0.288  32.3470  10.4824  1.4162
 I8U  H2   H  HCR6   0   0.278  29.2444   9.9539  5.2121
 I8U  H3   H  HCR6   0   0.272  31.0197  15.2268  0.9678
 I8U  H4   H  HCR6   0   0.274  29.6795  17.1472  1.7345
 I8U  H5   H  HCR6   0   0.274  28.1032  16.8811  3.6222
 I8U  H6   H  HCR6   0   0.272  27.8783  14.7004  4.7453
 I8U  H    H  HOH1   0   0.486  32.8794   8.3113  1.7870
 I8U  S    S  S      0   1.429  30.5684   7.4268  4.8711

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 I8U  O    S    deloc     1.469  0.020  1.469
 I8U  C    S    single    1.804  0.020  1.804
 I8U  C    C1   aromatic  1.404  0.020  1.404
 I8U  O1   C1   single    1.332  0.020  1.332
 I8U  C1   C2   aromatic  1.392  0.020  1.392
 I8U  C3   C    aromatic  1.380  0.020  1.380
 I8U  C4   C3   aromatic  1.393  0.020  1.393
 I8U  C4   C5   aromatic  1.396  0.020  1.396
 I8U  C2   C5   aromatic  1.385  0.020  1.385
 I8U  C5   C6   single    1.486  0.020  1.486
 I8U  C6   C7   single    1.482  0.020  1.482
 I8U  C7   C8   aromatic  1.392  0.020  1.392
 I8U  C8   C9   aromatic  1.385  0.020  1.385
 I8U  C9   C10  aromatic  1.390  0.020  1.390
 I8U  C10  C11  aromatic  1.385  0.020  1.385
 I8U  C11  C12  aromatic  1.391  0.020  1.391
 I8U  C7   C12  aromatic  1.399  0.020  1.399
 I8U  C12  C13  single    1.486  0.020  1.486
 I8U  C13  C4   single    1.473  0.020  1.473
 I8U  O2   C13  double    1.215  0.020  1.215
 I8U  O3   C6   double    1.213  0.020  1.213
 I8U  O4   S    deloc     1.470  0.020  1.470
 I8U  S    O5   deloc     1.472  0.020  1.472
 I8U  C2   H1   single    0.930  0.020  1.080
 I8U  C3   H2   single    0.930  0.020  1.080
 I8U  C8   H3   single    0.930  0.020  1.080
 I8U  C9   H4   single    0.930  0.020  1.080
 I8U  C10  H5   single    0.930  0.020  1.080
 I8U  C11  H6   single    0.930  0.020  1.080
 I8U  O1   H    single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 I8U  O1   C1   C    118.46  3.000
 I8U  O1   C1   C2   122.00  3.000
 I8U  C    C1   C2   119.54  3.000
 I8U  H1   C2   C5   119.78  3.000
 I8U  H1   C2   C1   119.59  3.000
 I8U  C5   C2   C1   120.62  3.000
 I8U  H2   C3   C    119.19  3.000
 I8U  H2   C3   C4   119.31  3.000
 I8U  C    C3   C4   121.49  3.000
 I8U  C5   C4   C13  121.50  3.000
 I8U  C13  C4   C3   119.55  3.000
 I8U  C5   C4   C3   118.95  3.000
 I8U  C6   C7   C12  121.04  3.000
 I8U  C12  C7   C8   119.82  3.000
 I8U  C6   C7   C8   119.14  3.000
 I8U  H3   C8   C9   119.98  3.000
 I8U  H3   C8   C7   119.85  3.000
 I8U  C9   C8   C7   120.17  3.000
 I8U  H4   C9   C10  120.10  3.000
 I8U  H4   C9   C8   119.88  3.000
 I8U  C10  C9   C8   120.03  3.000
 I8U  H5   C10  C11  119.82  3.000
 I8U  H5   C10  C9   120.04  3.000
 I8U  C11  C10  C9   120.14  3.000
 I8U  H6   C11  C12  119.82  3.000
 I8U  H6   C11  C10  119.96  3.000
 I8U  C12  C11  C10  120.23  3.000
 I8U  S    C    C3   119.85  3.000
 I8U  C3   C    C1   119.29  3.000
 I8U  S    C    C1   120.86  3.000
 I8U  C12  C13  O2   120.84  3.000
 I8U  O2   C13  C4   121.59  3.000
 I8U  C12  C13  C4   117.57  3.000
 I8U  C13  C12  C11  119.17  3.000
 I8U  C13  C12  C7   121.22  3.000
 I8U  C11  C12  C7   119.61  3.000
 I8U  C5   C6   O3   121.10  3.000
 I8U  O3   C6   C7   121.33  3.000
 I8U  C5   C6   C7   117.57  3.000
 I8U  C6   C5   C4   121.07  3.000
 I8U  C6   C5   C2   118.82  3.000
 I8U  C4   C5   C2   120.11  3.000
 I8U  H    O1   C1   111.06  3.000
 I8U  C    S    O4   104.62  3.000
 I8U  O4   S    O    114.37  3.000
 I8U  C    S    O    105.21  3.000
 I8U  O4   S    O5   113.40  3.000
 I8U  C    S    O5   104.72  3.000
 I8U  O    S    O5   113.24  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 I8U  CONST_01  C4   C3   C    C1      0.00   0.0  0
 I8U  CONST_02  C4   C5   C2   C1      0.00   0.0  0
 I8U  CONST_03  C3   C    C1   C2      0.00   0.0  0
 I8U  CONST_04  C3   C4   C5   C2      0.00   0.0  0
 I8U  CONST_05  C7   C6   C5   C2    180.00   0.0  0
 I8U  CONST_06  C12  C13  C4   C3    180.00   0.0  0
 I8U  CONST_07  C7   C6   C5   C4      0.00   0.0  0
 I8U  CONST_08  C11  C12  C13  C4    180.00   0.0  0
 I8U  CONST_09  C7   C12  C13  C4      0.00   0.0  0
 I8U  CONST_10  C10  C9   C8   C7      0.00   0.0  0
 I8U  CONST_11  C10  C11  C12  C7      0.00   0.0  0
 I8U  CONST_12  C5   C6   C7   C8    180.00   0.0  0
 I8U  CONST_13  C11  C12  C7   C8      0.00   0.0  0
 I8U  CONST_14  C11  C10  C9   C8      0.00   0.0  0
 I8U  CONST_15  C12  C7   C8   C9      0.00   0.0  0
 I8U  CONST_16  C12  C11  C10  C9      0.00   0.0  0
 I8U  CONST_17  C5   C2   C1   C       0.00   0.0  0
 I8U  CONST_18  C5   C4   C3   C       0.00   0.0  0
 I8U  CONST_19  C5   C6   C7   C12     0.00   0.0  0
 I8U  CONST_20  C5   C4   C13  C12     0.00   0.0  0
 I8U  CONST_21  S    C    C1   C2    180.00   0.0  0
 I8U  CONST_22  O3   C6   C5   C2      0.00   0.0  0
 I8U  CONST_23  O1   C1   C    C3    180.00   0.0  0
 I8U  CONST_24  O2   C13  C4   C3      0.00   0.0  0
 I8U  CONST_25  S    C    C3   C4    180.00   0.0  0
 I8U  CONST_26  O3   C6   C5   C4    180.00   0.0  0
 I8U  CONST_27  O2   C13  C12  C7    180.00   0.0  0
 I8U  CONST_28  O3   C6   C7   C8      0.00   0.0  0
 I8U  CONST_29  O2   C13  C12  C11     0.00   0.0  0
 I8U  CONST_30  C5   C4   C13  O2    180.00   0.0  0
 I8U  CONST_31  O3   C6   C7   C12   180.00   0.0  0
 I8U  CONST_32  O1   C1   C2   C5    180.00   0.0  0
 I8U  CONST_33  H2   C3   C    C1    180.00   0.0  0
 I8U  CONST_34  H1   C2   C5   C4    180.00   0.0  0
 I8U  CONST_35  H4   C9   C8   C7    180.00   0.0  0
 I8U  CONST_36  H6   C11  C12  C7    180.00   0.0  0
 I8U  CONST_37  H5   C10  C9   C8    180.00   0.0  0
 I8U  CONST_38  H6   C11  C10  C9    180.00   0.0  0
 I8U  CONST_39  H3   C8   C9   C10   180.00   0.0  0
 I8U  CONST_40  H4   C9   C10  C11   180.00   0.0  0
 I8U  CONST_41  H1   C2   C1   C     180.00   0.0  0
 I8U  CONST_42  H6   C11  C12  C13     0.00   0.0  0
 I8U  CONST_43  H2   C3   C4   C13     0.00   0.0  0
 I8U  CONST_44  H5   C10  C11  C12   180.00   0.0  0
 I8U  CONST_45  H3   C8   C7   C12   180.00   0.0  0
 I8U  CONST_46  H1   C2   C5   C6      0.00   0.0  0
 I8U  CONST_47  H3   C8   C7   C6      0.00   0.0  0
 I8U  CONST_48  H2   C3   C4   C5    180.00   0.0  0
 I8U  Var_01    O    S    C    C1    -61.32  30.0  2
 I8U  Var_02    O4   S    C    C1     59.53  30.0  2
 I8U  Var_03    O5   S    C    C1    179.06  30.0  2
 I8U  Var_04    O    S    C    C3    119.56  30.0  2
 I8U  Var_05    O4   S    C    C3   -119.59  30.0  2
 I8U  Var_06    O5   S    C    C3     -0.06  30.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 I8U  plan-1  C1   0.020
 I8U  plan-1  C2   0.020
 I8U  plan-1  C3   0.020
 I8U  plan-1  C4   0.020
 I8U  plan-1  C7   0.020
 I8U  plan-1  C8   0.020
 I8U  plan-1  C9   0.020
 I8U  plan-1  C10  0.020
 I8U  plan-1  C11  0.020
 I8U  plan-1  C    0.020
 I8U  plan-1  C13  0.020
 I8U  plan-1  O2   0.020
 I8U  plan-1  C12  0.020
 I8U  plan-1  C6   0.020
 I8U  plan-1  O3   0.020
 I8U  plan-1  C5   0.020
 I8U  plan-1  O1   0.020
 I8U  plan-1  H1   0.020
 I8U  plan-1  H2   0.020
 I8U  plan-1  H3   0.020
 I8U  plan-1  H4   0.020
 I8U  plan-1  H5   0.020
 I8U  plan-1  H6   0.020
 I8U  plan-1  S    0.020

